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Holiday houses in Trequanda

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Top-rated holiday rentals in Trequanda

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 316 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top Guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 210 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top Guest favourite
A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.
Home in Orvieto
4.99 out of 5 average rating, 224 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 286 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top Guest favourite
A shaded pergola adorned with grapevines provides a relaxing spot for outdoor dining. A colorful table features a floral design, surrounded by wrought iron chairs. A private jacuzzi sits nearby, with lush greenery and rolling hills visible in the background.
Cottage in Castelmuzio
5 out of 5 average rating, 70 reviews

Panoramic view & outdoor jacuzzi - Pienza

‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.

Top Guest favourite
Aerial view of a charming countryside villa surrounded by rolling hills and vineyards. Olive trees are visible lining the roads, which lead to the home nestled within a serene natural landscape. The colors and textures reflect the characteristic beauty of the Tuscan countryside.
Condo in Asciano
4.98 out of 5 average rating, 298 reviews

Celeste – The color of the summer sky in Tuscany

The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside

Guest favourite
The exterior of the stone house is framed by vibrant blooming roses and lush green grass, enhancing the rural charm. A well-maintained garden is featured, with ornamental trees and pathways leading to the entrance. The sky above is dotted with fluffy clouds.
Farm stay in San Giovanni d'Asso
5 out of 5 average rating, 22 reviews

Pasqui Villas: Tribbio 3BDR,private pool,WiFi

Tribbio 3BDR is a section of a larger house, Tribbio , a beautiful "podere" with private swimming pool, nestled in an olive grove less than 1km from the village of San Giovanni d'Asso . The house is on two floors . Ground floor: living room with Sat TV, full kitchen, table x 10. First floor: 2 double bedrooms and 1 twin bedroom,3 bathrooms ,a lounge with fireplace WiFi, AirCon,ceiling fans, mosquito nets. No other guests. The part of the house not available remains closed and empty.

Top Guest favourite
Townhouse in Trequanda
5 out of 5 average rating, 18 reviews

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

Top Guest favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage in Osteria delle Noci
5 out of 5 average rating, 103 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Guest favourite
Apartment in Montisi
4.92 out of 5 average rating, 24 reviews

Apartment in historic house with pool and view

The apartment "I Girasoli" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. The apartment, 70 m2, is located on the second floor and consists of a very large and bright living room with a sofa bed, kitchen, a double bedroom and a bathroom with shower. It is elegantly furnished with Tuscan terracotta floors, beams and period furniture. It has a gorgeous view of the gardens, the pool area and the valley.

Top Guest favourite
A rustic stone farmhouse is embraced by mature olive trees and lush greenery. The building features traditional window shutters and is set against a clear blue sky, with a gravel pathway leading up to the entrance, enhancing the tranquil countryside ambiance.
Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 105 reviews

Podere Pereti Nuovi – Modern Tuscan Villa

Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Top Guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 138 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Popular amenities for Trequanda holiday rentals

When is the best time to visit Trequanda?

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Avg. price$446 NZD$520 NZD$448 NZD$482 NZD$455 NZD$472 NZD$506 NZD$520 NZD$513 NZD$485 NZD$473 NZD$511 NZD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Trequanda?

    Trequanda has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in villa rentals in Trequanda?

    Experience the best of Trequanda with our villa rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Trequanda?

    Four-legged friends are welcome in Trequanda. Choose from more than 190 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Trequanda?

    Yes! Work meets play with ease at over 100 vacation rentals in Trequanda featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Trequanda vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Trequanda, available on Airbnb. Make a splash and soak up the sun in style!

  • Do villa rentals in Trequanda have air conditioning?

    Absolutely! We offer over 30 villa rentals with air conditioning in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Trequanda have a kitchen?

    Absolutely! We offer over 20 condo rentals with a kitchen in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Trequanda have wifi?

    Absolutely! We offer over 40 villa rentals with wifi in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Trequanda have free parking?

    Absolutely! We offer over 30 villa rentals with free parking in Trequanda. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Farmstay Rentals in Trequanda?

    Enhance your stay in our Farmstay Rentals with the most popular amenities: over 20 homes with air conditioning, over 30 homes with wifi, over 30 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Trequanda

  • Total holiday rentals

    Explore 310 holiday rentals in Trequanda

  • Nightly prices starting at

    Trequanda holiday rentals start at $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    300 of Trequanda holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Trequanda rentals

  • 4.8 Average rating

    Trequanda stays are highly rated by guests—averaging 4.8 out of 5!

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